5-formyl-6-hydroxycoumarin | 102539-62-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 5-formyl-6-hydroxycoumarin
• 英文别名: 6-hydroxy-2-oxo-2H-chromene-5-carbaldehyde；6-Hydroxy-2-oxo-2H-chromen-5-carbaldehyd；5-Formyl-6-hydroxy coumarin；6-hydroxy-2-oxochromene-5-carbaldehyde
• CAS: 102539-62-8
• 化学式: C₁₀H₆O₄
• 分子量: 190.155
• InChiKey: WQSASIPGGQGNND-UHFFFAOYSA-N

物化性质

• 熔点：
  212-213 °C(Solv: ethanol (64-17-5))
• 沸点：
  411.8±45.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-formyl-6-hydroxycoumarin 在 sodium hydroxide 、 双氧水 作用下， 生成 5,6-二羟基香豆素
  参考文献：
  名称：

  Formylation of Benzopyrones. II. Formylation of Hydroxycoumarins with N-Methylformanilide¹

  摘要：

  DOI：

  10.1021/jo01363a025
• 作为产物：
  描述：

  6-羟基香豆素 在 乌洛托品 、 溶剂黄146 作用下， 生成 5-formyl-6-hydroxycoumarin
  参考文献：
  名称：

  Formylation of Benzopyrones. II. Formylation of Hydroxycoumarins with N-Methylformanilide¹

  摘要：

  DOI：

  10.1021/jo01363a025

文献信息

• Bio-important antipyrine derived Schiff bases and their transition metal complexes: Synthesis, spectroscopic characterization, antimicrobial, anthelmintic and DNA cleavage investigation
  作者：M. Manjunath、Ajaykumar D. Kulkarni、Gangadhar B. Bagihalli、Shridhar Malladi、Sangamesh A. Patil

  DOI：10.1016/j.molstruc.2016.07.123

  日期：2017.1

  and CuII complexes of the Schiff bases, derived from 4-aminoantipyrine and 8-formyl-7-Hydroxy-4-methylcoumarin/5-formyl-6-hydroxycoumarin, coordinated through ONO donor sites. Antibacterial (Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Salmonella typhi), antifungal (Aspergillus niger, Aspergillus flavus and Cladosporium) and DNA cleavage properties of the metal complexes are investigated

  摘要 光谱（IR、NMR、UV-vis、ESR、ESI-mass）、磁性和 TGA 研究表明，源自 4-氨基安替比林和 8-甲酰基-7 的 Schiff 碱的所有 CoII、NiII 和 CuII 配合物均具有八面体几何形状-Hydroxy-4-methylcoumarin/5-formyl-6-hydroxycoumarin，通过 ONO 供体位点协调。研究了金属配合物的抗菌（大肠杆菌、金黄色葡萄球菌、铜绿假单胞菌和伤寒沙门氏菌）、抗真菌（黑曲霉、黄曲霉和枝孢菌）和 DNA 裂解特性。结果表明，一些合成的化合物是潜在的抗菌剂。测试合成的化合物的驱虫活性，发现 CoII 和 NiII 复合物表现出良好的驱虫特性。
• IRE-1alpha INHIBITORS
  申请人：MannKind Corporation

  公开号：US20150141424A1

  公开（公告）日：2015-05-21

  Compounds which directly inhibit IRE-1α activity in vitro, prodrugs, and pharmaceutically acceptable salts thereof. Such compounds and prodrugs are useful for treating diseases associated with the unfolded protein response or with regulated IRE1-dependent decay (RIDD) and can be used as single agents or in combination therapies.

  在体外直接抑制IRE-1α活性的化合物、前药及其药学上可接受的盐。这些化合物和前药可用于治疗与未折叠蛋白应答或受调节的IRE1依赖性降解（RIDD）相关的疾病，并可作为单一药物或联合治疗的组合疗法。
• IRE-1A INHIBITORS
  申请人：Fosun Orinove Pharmatech, Inc.

  公开号：EP3799870A1

  公开（公告）日：2021-04-07

  Compounds which directly inhibit IRE-1α activity in vitro, prodrugs, and pharmaceutically acceptable salts thereof. Such compounds and prodrugs are useful for treating diseases associated with the unfolded protein response or with regulated IRE1-dependent decay (RIDD) and can be used as single agents or in combination therapies.

  在体外直接抑制 IRE-1α 活性的化合物、原药及其药学上可接受的盐类。此类化合物和原药可用于治疗与未折叠蛋白反应或受调控的 IRE1 依赖性衰变（RIDD）相关的疾病，并可用作单药或联合疗法。
• IRE-1α inhibitors
  申请人：FOSUN ORINOVE PHARMATECH, INC.

  公开号：US10357475B2

  公开（公告）日：2019-07-23

  Compounds which directly inhibit IRE-1α activity in vitro, prodrugs, and pharmaceutically acceptable salts thereof. Such compounds and prodrugs are useful for treating diseases associated with the unfolded protein response or with regulated IRE1-dependent decay (RIDD) and can be used as single agents or in combination therapies.

  在体外直接抑制 IRE-1α 活性的化合物、原药及其药学上可接受的盐类。此类化合物和原药可用于治疗与未折叠蛋白反应或受调控的 IRE1 依赖性衰变（RIDD）相关的疾病，并可用作单药或联合疗法。
• DNA cleavage, antimicrobial, spectroscopic and fluorescence studies of Co(II), Ni(II) and Cu(II) complexes with SNO donor coumarin Schiff bases
  作者：Sangamesh A. Patil、Vinod H. Naik、Ajaykumar D. Kulkarni、Prema S. Badami

  DOI：10.1016/j.saa.2009.10.039

  日期：2010.1

  A series of Co(II), Ni(II) and Cu(II) complexes of the type ML2 have been synthesized with Schiff bases derived from methylthiosemicarbazone and 5-formyl-6-hydroxy coumarin/8-formyl-7-Hydroxy-4-methylcoumarin. The complexes are insoluble in common organic solvents but soluble in DMF and DMSO. The measured molar conductance values in DMF indicate that, the complexes are non-electrolytes in nature. In view of analytical, spectral (IR, UV-vis, ESR, FAB-mass and fluorescence), magnetic and thermal studies, it has been concluded that, all the metal complexes possess octahedral geometry in which ligand is coordinated to metal ion through azomethine nitrogen, thione Sulphur and phenolic oxygen atom via deprotonation. The redox behavior of the metal complexes was investigated by using cyclic voltammetry. The Schiff bases and their complexes have been screened for their antibacterial (Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Salmonella typhi) and antifungal activities (Aspergillus niger, Aspergillus flavus and Cladosporium) by Minimum Inhibitory Concentration method. The DNA cleavage is studied by agarose gel electrophoresis method. (C) 2009 Elsevier B.V. All rights reserved.